A colleague of mine put the problem more succinctly “what other industry is there where the top decision-makers have never done the basic work of the company?” Most executives in finance have done some form of financial analysis and reporting, construction company owners have almost always done a hard day’s worth of labor, and a lot of directors have had to do some acting / camera work and whatnot. In tech (especially enterprise business verticals) your typical CEO outside Silicon Valley hasn’t ever written a line of code or had to deliver a software project of substantial size. Many are salesmen, marketers, consultants, politicians, etc. and the technology and how it works is just an afterthought. It’s as if executing on the technology is a complete afterthought to investors and frankly they may be right - the barrier to succeed in most enterprise software is probably not your technology as much as how entrenched you already are in the industry you’re working in. This oftentimes bleeds over into supposed tech companies like IBM and HP - your customer base and partners infects your company culture from the top down and drives out engineers. Engineers are far too often excluded because “they’re too pessimistic” and yet every other time I hear about dismissing engineers’ concerns I also hear about tanked projects where it’s a complete mess or situations like the 737 Max. The thing is that the other half is a pretty good gamble.